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Dihydrofuro[2,3-h]coumarin-9-one - Synthon in the Synthesis of 6-Substituted Angelicins

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Abstract

6-Aminocoumarin-9-one was obtained by the reduction of 6-phenylazo-4-methyldihydrofuro[2,3-h]coumarin-9-one, and its diazotization, N-acylation, and N-formylation were realized. The diazo group at position 6 was substituted by chlorine atom and azide group and was reduced to hydrazino group. The synthesized 6-substituted 4-methyldihydrofuro[2,3-h]coumarin-9-ones were converted into the corresponding angelicins by reduction of the carbonyl group of the dihydrofuran ring and subsequent dehydration of the obtained alcohol and also by acylation with the fixed enolic form of the dihydrofuranone ring.

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Authors and Affiliations

  1. D. I. Mendeleev Russian Chemical Technology University, Moscow

    V. F. Traven', I. I. Sakharuk, D. V. Kravchenko & A. V. Ivashchenko

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  1. V. F. Traven'
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  2. I. I. Sakharuk
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  3. D. V. Kravchenko
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  4. A. V. Ivashchenko
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Traven', V.F., Sakharuk, I.I., Kravchenko, D.V. et al. Dihydrofuro[2,3-h]coumarin-9-one - Synthon in the Synthesis of 6-Substituted Angelicins. Chemistry of Heterocyclic Compounds 37, 283–293 (2001). https://doi.org/10.1023/A:1017546730492

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